Hydrochloric Acid → (3-Chloro-3-methyl-2-nitrosobutoxy)benzene

Participants

Reaction Steps

Concentrated hydrochloric acid (28.4 ml) was added dropwise over 1 hour to a mixture of 1-(p-chloro)phenoxy-3-methylbut-2-ene (VI; R=CH2OC6H4.Cl, R1 =R2 =CH3) (56.1 g) and amyl nitrite (42.6 ml) in glacial acetic acid (56.7 ml) at -5° to 0° (ice-salt bath). After a further 1 hour at -5° to 0°, the mixture was filtered. The solid so obtained was washed with benzene and recrystallised from benzene after drying to give the nitrosochloride (V) (35.31 g, yield 47%) as pale yellow crystals, m.p. 124°-5° (decomp.).

Provenance & Evidence